Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (409)

Family sailing holidays aren’t just an opportunity for budding skippers to wear silly hats and control the tiller all holiday long – the plus points are rather more numerous than that. Just think about it: you can set sail whenever you like, sailing from one beautiful location to another at the turn of a wheel. Best of all, you don’t have to put up with heaving beaches. Just find your own deserted stretch of sand or an isolated cove, moor up and enjoy the sunshine and quiet. Sailing doesn’t have to be an activity holiday, you know.

The more competent sailors among you might like to take the wheel yourself on one of our yachts in Spain or Greece. Or, for a little added luxury, you can hire your own private skipper.

For families in which there’s an even split between sea legs and landlubbers, there’s the sailing holiday compromise of renting a holiday home that has the use of its own boat and private mooring. Check out these sailing adventures in the Caribbean and along the coast of England.

But if sailing sounds just a little too involving for what’s supposed to be a relaxing holiday, there is the more tranquil option of a houseboat. Either stay put or pootle merrily around the waterways of England and the Netherlands. Whichever appeals more, you should definitely step aboard soon.

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409 Holiday homes

(7) Very Good 

24

Holiday yacht in Halong Bay

Quang Ninh Province / Halong Bay

28 50 Min stay varies

  • 28 bedrooms
  • Sleeps 50
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“A lovely time on The Annam Junk - Halong Bay” After reviewing and checking prices for a number of tour companies that offered overnight accommodation at Halong Bay - we were on the verge of only doing a day trip as we were a family of five - and the p  …see more

from £4528 / night

£30701 / week

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from £4528 / night

(10) Very Good 

13

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Aqua Castle is a luxury houseboat that cruises through Alleppey and Kumarakom .This fully air-conditioned houseboat including living rooms.According to guests preference,A/C can be provided in the living room or bedroom on request during their stay on-board.Apart from  …see more

from £158 / night

£1142 - £2675 / week

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from £158 / night

(141) Very Good 

15

Holiday houseboat in Alappuzha

Kerala / Alappuzha

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Absolute value for money..!!!” We were a gang of 12 and we absolutely enjoyed our cruise in the houseboat. The houseboat was extremely clean and the staff was very courteous and very helpful and friendly. We were taken for a thoroughly relaxing cruise  …see more

from £241 / night

£1418 / week

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from £241 / night

(1) Very Good 

43

Holiday yacht in Cat Ba

Cat Ba

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This top quality yacht is perfectly equiped for cruising in the Ha Long Bay, with all moderns conveniences. C.Jewel Island yachts are world renowned for excellent quality – We offer perfect arrangements for both privates parts and crew cabins. For your confort, this y  …see more

from £95 / night

£662 / week

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from £95 / night

(4) Excellent 

9

Yacht rental in South East England

Hampshire / Southampton

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina, Hamble village, Southampton. Port Hamble is situated in the heart of the village of Hamble which is a yachting paradise for sailors and visitors alike. The yacht is very user friendly and  …see more

from £125 / night

£750 / week

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from £125 / night

(5) Excellent 

22

Santa Ponsa / Santa Ponsa Marina

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £162 / night

£1128 - £3382 / week

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from £162 / night

(2) Excellent 

7

Holiday houseboat in Mallacoota

Gippsland / Mallacoota

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Mallacoota wilderness houseboats offers customers a unique experience on Mallacoota Inlet. Wake up on the water at one of many Parks Victoria jetties located at varios locations around the lake. Listen to the Koalas at night and witness the beauty of far east Gippsland  …see more

from £153 / night

£731 - £1346 / week

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from £153 / night

19

Province of Fermo / Porto San Giorgio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

Pricing unknown

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20

Marseille / Les calanques

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £34 / night

£212 - £382 / week

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from £34 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £176 / night

£1695 / week

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from £176 / night

(3) Excellent 

67

Holiday yacht in Road Town

Tortola / Road Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Feel free to ask as about other possibilities of accommodation if you have specific needs.  …see more

from £1890 / night

£12993 - £22914 / week

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from £1890 / night

44

Holiday yacht in Central and South America

Guna Yala Region / San Blas Islands

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Blue Sky is a 52 ft. crewed sailing yacht located in the stunning San Blas islands off the coast of Panama. Our trips include 3 delicious meals a day, snorkeling and fishing gear, 2 single kayaks, and a chance to visit with the indigenous Guna Indians. We enjoy snorkeli  …see more

from £134 / night

£827 - £5512 / week

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from £134 / night

(3) Excellent 

46

USA West Coast holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children age 5+
Enjoy 2 Kayaks and a Paddle Boat, plus 2 Bikes. We have over 70 ratings with 5 stars each on another site. We are also on FaceBook, search SDPelicanPlace.  …see more

from £197 / night

£1373 / week

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from £197 / night

(10) Excellent 

12

Finistere / Audierne

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

 …see more

from £97 / night

£623 / week

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from £97 / night

(4) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An amazing family holiday” All information/ communication in the run up to the holiday was very good, we were greeted in a very friendly manner and had a very informative tutorial about the narrowboat and locks which put us at ease and in good sted fo  …see more

from £251 / night

£1245 - £1600 / week

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from £251 / night

(16) Excellent 

22

Porto holiday yacht rental

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“different sailing holiday” good holiday with great scenery good for very avid sailers sailing up and down river would like to do again from port to adriatic really enjoyed and was welcomed by alberto who did his best for every one thank you  …see more

from £162 / night

£636 / week

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from £162 / night

(1) Very Good 

32

Port d'Andratx holiday yacht rental

Port d'Andratx / Cala Llamp

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Annette Rosenkilde is a lovely traditional Danish Fishing vessel, converted to a live-a-board cruising and charter vessel. She has a fantastic deck space with dining area, comfortable seating area and sunbeds. There are high bulwarks around the entire deck making her sa  …see more

from £50 / night

£350 / week

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from £50 / night

(20) Excellent 

28

Halong Bay ski yacht to rent.

Quang Ninh Province / Halong Bay

18 2 1 night min

  • 18 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
The boutique beauty of the cruise will charm all the guests at the first glance. Among hundreds of boats and cruises in Halong Bay. We can say for sure that the Royal Palace Cruise is the unique one which was designed specially like a Royal Palace, Totally different wit  …see more

from £205 / night

£18443 / week

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from £205 / night

(15) Excellent 

12

Holiday yacht with golf nearby in Puerto de la Duquesa

Manilva / Puerto de la Duquesa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Spectacular Boat, Spectacular location and the most amazing hosts ever” we have just returned from "Vivionne 111", the boat is presented in pristine mint condition and has every facility you could need for your holiday. in a most beautiful harbour wit  …see more

from £125 / night

£800 - £1220 / week

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from £125 / night

(21) Excellent 

29

Porto holiday narrowboat rental

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Unique way to see a beautiful part of Portugal” We spent a fantastic week exploring the upper Douro Valley on two boat. Our party of 11 hired two boats with skippers. Jose Alberto was an excellent guide and host and is very knowledgable about the regi  …see more

from £162 / night

£551 / week

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from £162 / night

(9) Excellent 

14

Central and South America holiday yacht rental

Los Lagos Region / Isla Chiloe

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Toby 2014” Excellent experience. We had typical March Chiloe weather with a mix of sunny and rainy days. The food and service at the boat were great. In fact the sea food was outstanding, Kayaking and using the small motor boats were pluses. Visit to  …see more

from £2205 / night

£15434 - £22048 / week

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from £2205 / night

(21) Excellent 

30

Yacht rental in Dubrovnik

Dubrovnik / Gruz

12 24 7 nights min

  • 12 bedrooms
  • Sleeps 24
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Feeling of constant care and joy” Marin and his crew have demonstrated the ability to include us in their love for the Adriatic and Dalmatia. They showed us the most beautiful of the entire area of the islands. We did not feel like casual tourists, bu  …see more

from £108 / night

£755 - £14407 / week

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from £108 / night

(2) Excellent 

10

Holiday yacht in South East England

Hampshire / Southampton

3 2 2 nights min

  • 3 bedrooms
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina, Hamble village, Southampton. Port Hamble is situated in the heart of the village of Hamble which is a yachting paradise for sailors and visitors alike. The yacht is very user friendly and  …see more

from £125 / night

£750 / week

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from £125 / night

12

Holiday yacht in Puerto Bahia

Puerto Plata Province / Puerto Bahia

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Catamaran Sailing Celeone, Discover and experience Gran Canaria! Comfortable on a Catamaran! Swimming, Snorkeling, Fishing & Diving on wonderful locations! Pleasure sailing and we do this under the sun. Our aim is to provide a pleasant sailing for everyone. For the expe  …see more

from £745 / night

£4686 / week

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from £745 / night

(9) Excellent 

17

Holiday houseboat rental

Devon / Holsworthy

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Moored on 5 acres of lake and wetland habitat, each houseboat has a private jetty with onshore boathouse and parking. Fishing for Rainbow Trout, with wildlife in abundance. Proximity to North coast makes this a great base for exploring Cornwall and Devon.  …see more

from £92 / night

£565 / week

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from £92 / night

(1) Excellent 

6

West Flanders Province / Nieuwpoort

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

 …see more

from £102 / night

£641 - £1068 / week

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from £102 / night

16

Lake Maggiore / Sesto Calende

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £509 / night

£1695 / week

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from £509 / night

21

Arrondissement of Le Marin / Le Marin

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £412 / night

£2882 - £3560 / week

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from £412 / night

(2) Excellent 

25

Province of Massa Carrara / Marina di Carrara

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km

 …see more

from £509 / night

£3390 - £6060 / week

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from £509 / night

(1) Excellent 

16

Holiday houseboat in West Country

Devon / Holsworthy

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Swallow Tail is the sister boat to The Painted Lady. She is moored at Blagdon Water, a 35 acre wildlife and natural habitat located not far from the North Devon coast. Visitors can enjoy the rare opportunity of sharing the environment with the wildlife, local walking  …see more

from £100 / night

£450 / week

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from £100 / night

19

Canton of Geneva / Geneva

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation

 …see more

from £196 / night

£1368 / week

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from £196 / night

19

Costa Brava / Roses

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £106 / night

£712 - £2373 / week

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from £106 / night

11

Palma de Mallorca holiday yacht rental

Majorca / Palma de Mallorca

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Villa exclusive sea view yacht boat sailing  …see more

from £839 / night

£5424 / week

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from £839 / night

(6) Excellent 

18

Holiday yacht rental

Paros / Parikia

5 6 2 nights min

  • 5 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Private Sailing Holidays in Greece and Turkey with Gourmet Chef - 2 professional crew (40+ years experienced Italian-Greek captain + hostess/co-skipper)Captain - with a remarkable past in the vest of a professional super yachts captain of over 60,000 NM in his  …see more

from £128 / night

£678 - £5128 / week

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from £128 / night

18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask about pets
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, master cabin with ensuite bathroom in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the e  …see more

from £255 / night

£1441 - £2628 / week

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from £255 / night

19

Province of Grosseto / Porto Ercole

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £306 / night

£1611 / week

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from £306 / night

(4) Excellent 

32

Amazon River / Manaus

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £13 / night

£89 - £530 / week

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from £13 / night

7

Holiday yacht in Bodrum City

Bodrum / Bodrum City

1 15 1 night min

  • 1 bedroom
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary
Don't leave Bodrum without spending a day or evening relaxing on board our boat. Savour the gentle breeze and stunning turquoise water while enjoying some of Bodrums most beautiful bays. A full day of sea, sun and lots of fun.  …see more

from £339 / night

£1780 / week

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from £339 / night

12

Pyrenees-Orientales / Le Barcares

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation

 …see more

from £77 / night

£500 / week

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from £77 / night

(3) Average 

50

Holiday yacht in Barcelona

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Try life on a large motor yacht with all commodities. Beaches are only minutes away on foot, no need to drive and park. There is free guarded parking inside Marina Port Forum. A pleasant 45 minute walk along the ocean to the center of Barcelona. Wifi internet is free.  …see more

from £64 / night

£382 - £1628 / week

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from £64 / night